Top Beach vacation packages in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

Save 100% on your flight

$2,031

per person

Jul 5 - Jul 9

found 20 hours ago

Roundtrip flight included

Minneapolis (MSP) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

The Mansion at Ocean Edge

$2,119

per person

Jun 2 - Jun 7

just found

Roundtrip non-stop flight included

Indianapolis (IND) to Boston (BOS)

8.2/10 Very Good! (1,004 reviews)

A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

The Beachside

Nantucket Town

$2,605

per person

Jul 3 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.4/10 Exceptional! (255 reviews)

Awesome place, close to downtown, but far enough for peace & quiet. Having the bikes as an amenity was huge as well - lobby and bar were lovely to get a drink in before going out! Highly recommend this property!

Reviewed on Apr 27, 2026

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5* Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

Save 100% on your flight

$2,031

per person

Jul 5 - Jul 9

found 20 hours ago

Roundtrip flight included

Minneapolis (MSP) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Eastern Massachusetts

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3 Night Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Mansion at Ocean Edge

Save 100% on your flight

$1,039

per person

Jun 12 - Jun 15

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Boston (BOS)

8.2/10 Very Good! (1,004 reviews)

A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

The Beachside

Nantucket Town

$2,605

per person

Jul 3 - Jul 6

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Boston (BOS)

9.4/10 Exceptional! (255 reviews)

Awesome place, close to downtown, but far enough for peace & quiet. Having the bikes as an amenity was huge as well - lobby and bar were lovely to get a drink in before going out! Highly recommend this property!

Reviewed on Apr 27, 2026

Harbor View Hotel

$1,245

per person

Jun 2 - Jun 5

found 14 hours ago

Roundtrip flight included

Las Vegas (LAS) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

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See all available trips from Columbus to Eastern Massachusetts

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4 Night Beach vacations in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Provincetown Inn

Save 100% on your flight

$574

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Provincetown (PVC)

8/10 Very Good! (1,000 reviews)

Nice stay. Clean room beautiful view of the ocean. Quiet. Close to PTown if u r a walker!! Or always Pedi Cabs. Yay. Love PTown especially on women’s week. So much fun. Many many things to do. Loved staying at the Inn. Nice ppl working there SO helpful

Reviewed on Jan 9, 2026

Chatham Tides

Save 100% on your flight

$989

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

9.4/10 Exceptional! (685 reviews)

Excellent Such a great surprise Amazing view. Great staff, very helpful with restaurant recommendations We loved it

Reviewed on Apr 23, 2026

By the Sea Guests Bed & Breakfast & Suites

$857

per person

Jul 5 - Jul 9

found 20 hours ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

9.2/10 Wonderful! (185 reviews)

Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

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How do I book the best Eastern Massachusetts beach vacation packages?

Life’s a beach when you dive into our brilliant Eastern Massachusetts beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Eastern Massachusetts?

A rental steps from the shore creates an amazingly affordable Eastern Massachusetts beach vacation. Seaside sojourns during low season start from $574. Prices and availability are subject to change. Additional terms may apply.

When should I book a Eastern Massachusetts beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Eastern Massachusetts?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Eastern Massachusetts beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Eastern Massachusetts vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Eastern Massachusetts beach vacation deals?

Sort your search results by deals to delight in amazing Eastern Massachusetts beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Eastern Massachusetts beach trip with free cancellation and/or flexible dates?

Just like the Eastern Massachusetts tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Eastern Massachusetts beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Eastern Massachusetts. (OK, maybe not that last part.)

Top Beach Eastern Massachusetts Hotels

Falmouth Inn

824 Main Street Falmouth MA

2 hours drive from Fenway Park

At this hotel, get ready to lounge by the shoreline in Falmouth, as you'll be within walking distance of Cape Cod Beaches. Amenities at Falmouth Inn include ...

8/10 Very Good! (1,000 reviews)

Travelers like: close to beach, indoor pool

Travelers say...

We came here because of location, reviews and amenities. This location is NOT accommodating at all off season. 1. Restaurant closes without warning. 2.pool closes without warning - cheap towels even for a toddler to dry. 3. Stale breakfast items with no dates, no tea bags, juice machine wasn't working, ...

Reviewed on Apr 26, 2026

Aloft by Marriott, Boston Seaport District

401-403 D Street Boston MA

7 min walk from Fenway Park

At this hotel, get ready to lounge by the shoreline in Boston, as you'll be close to the beach. Amenities at Aloft by Marriott, Boston Seaport District include ...

8.8/10 Excellent! (1,452 reviews)

Travelers like: close to beach, indoor pool

Travelers say...

Amazing hotel

Reviewed on May 2, 2026

AutoCamp Cape Cod

836 Palmer Avenue Falmouth MA

2 hours drive from Fenway Park

Make the most of this fantastic location, as you'll be not far from the beach with a vacation at this holiday park. Amenities at AutoCamp Cape Cod include a ...

9.4/10 Exceptional! (318 reviews)

The airstreams are a fantastic change from staying in a hotel room. It had everything we needed for a wonderful 2 night stay. Loved the set up and the clubhouse amenities. We took advantage of the 2 hours complimentary bike rental, music in the evening, and yoga in the morning. The best part is coming ...

Reviewed on May 1, 2026

See all 15,921 properties in Eastern Massachusetts

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.